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phenylsilane
Sign in to savePhenylsilane, also known as silylbenzene, a colorless liquid, is one of the simplest organosilanes with the formula C6H5SiH3. It is structurally related to toluene, with a silyl group replacing the methyl group. Both of these compounds have similar densities and boiling points due to these similarities. Phenylsilane is soluble in organic solvents.
Chemical data
- Formula
- C6H8Si
- Molecular weight
- 108.21 g/mol
- IUPAC name
- phenylsilane
- SMILES
- C1=CC=C(C=C1)[SiH3]
- InChIKey
- PARWUHTVGZSQPD-UHFFFAOYSA-N
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- silicon
- Mass
- 108.039527
Show 4 more facts
- chemical formula
- C₆H₈Si
- Commons category
- Phenylsilane
- canonical SMILES
- C1=CC=C(C=C1)[SiH3]
- density
- 0.878
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis and reactions
- Uses
- References
Phenylsilane, also known as silylbenzene, a colorless liquid, is one of the simplest organosilanes with the formula C6H5SiH3. It is structurally related to toluene, with a silyl group replacing the methyl group. Both of these compounds have similar densities and boiling points due to these similarities. Phenylsilane is soluble in organic solvents.
==Synthesis and reactions== Phenylsilane is produced in two steps from Si(OEt)4. In the first step, phenylmagnesium bromide is added to form Ph−Si(OEt)3 via a Grignard reaction. Reduction of the resulting Ph−Si(OEt)3 product with LiAlH4 affords phenylsilane. Ph−MgBr + Si(OEt)4 → Ph−Si(OEt)3 + MgBr(OEt) 4 Ph−Si(OEt)3 + 3 LiAlH4 → 4 Ph−SiH3 + 3 LiAl(OEt)4
Excerpted from Wikipedia’s “phenylsilane” article, available under the CC BY-SA 4.0 licence.